EP0020863B1 - Composition pulvérulente de polyamide utilisable pour le scellage à chaud de textiles selon un procédé de dépôts pulvérulents ponctuels - Google Patents

Composition pulvérulente de polyamide utilisable pour le scellage à chaud de textiles selon un procédé de dépôts pulvérulents ponctuels Download PDF

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Publication number
EP0020863B1
EP0020863B1 EP19800101396 EP80101396A EP0020863B1 EP 0020863 B1 EP0020863 B1 EP 0020863B1 EP 19800101396 EP19800101396 EP 19800101396 EP 80101396 A EP80101396 A EP 80101396A EP 0020863 B1 EP0020863 B1 EP 0020863B1
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EP
European Patent Office
Prior art keywords
percent
weight
copolyamides
copolyamide
pulverulent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
EP19800101396
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German (de)
English (en)
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EP0020863A1 (fr
Inventor
Rainer Dr. Feldmann
Heinz Dr. Scholten
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Huels AG
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Chemische Werke Huels AG
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Publication of EP0020863A1 publication Critical patent/EP0020863A1/fr
Application granted granted Critical
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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J177/00Adhesives based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Adhesives based on derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/36Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino acids, polyamines and polycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S525/00Synthetic resins or natural rubbers -- part of the class 520 series
    • Y10S525/934Powdered coating composition
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/24Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24802Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
    • Y10T428/24893Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] including particulate material
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2738Coating or impregnation intended to function as an adhesive to solid surfaces subsequently associated therewith
    • Y10T442/2746Heat-activatable adhesive

Definitions

  • copolyamides as hot melt adhesives has long been known (US Pat. No. 2,252,555).
  • hot melt adhesives based on laurolactam have found their way into the technique of heat sealing textiles in recent years (DE-B 12 53 449). Since these hot melt adhesives cannot fully satisfy, especially with regard to their resistance to hot water and cleaning, they have been modified many times.
  • DE-A 19 66 919 describes hot-melt adhesive based on copolyamides which contain branched-chain diamine building blocks which have improved cleaning resistance, but which have to be fixed at higher temperatures.
  • Copolyamides based on nonamethylenediamine also have too high a melting point and are therefore not suitable as a hot melt adhesive for heat sealing textiles (DE-A2508112, 2642244). Low-melting copolyamides are unsatisfactory in terms of their resistance to hot water and their resistance to cleaning (DE-A 23 24 159, 23 24 160, 24 36 430, 28 06 933). From the aforementioned US Pat. No. 2,252,555 it is also known that copolyamides in a mixture with homopolyamides are particularly suitable for bonding metal surfaces (Lc. Column 4, lines 1 to 10). DE-B 22 38 547 gives the same teaching.
  • DE-B 25 50803 teaches to use mixtures of crystalline homo- or copolyamides of laurolactam and 11-aminoundecanoic acid in certain proportions in a mixture with crystalline homo- or copolyamides of hexamethylenediamine and 1,12-dodecanedicarboxylic acid for the bonding of metals , These mixtures can also be used in the form of powders. In this case, however, it is necessary in the case of the copolyamides to use those which contain at most 5 or 10 percent by weight of other copolyamide-forming basic building blocks. It is therefore imperative to use crystalline homo- or copolyamides.
  • the melting point is defined here by melting a powder in a melting tube in a Mettler Fp 51 device.
  • the amount of the copolyamides is advantageously a) 90 to 60 percent by weight, that of the copolyamides, b) 10 to 40 percent by weight.
  • copolyamides a) should preferably contain at least 25, in particular at least 30 percent by weight of the basic building block laurolactam; conversely, this basic building block should at most be contained in amounts of preferably 60 percent by weight.
  • these basic building blocks are laurolactam or laurolactam and 11- Aminoundecanoic acid in amounts of preferably at least 30-65 percent by weight, in particular 35-60 percent by weight and at most in amounts of preferably 65 percent by weight, in particular 60 percent by weight.
  • copolyamides melt within the specified temperature limit.
  • These temperature limits for the copolyamides a) are advantageously from 110 to 140 ° C., in particular from 115 to 135 ° C. and for the copolyamides b) are advantageously from 80 to 110 ° C., in particular from 85 to 105 ° C.
  • At least terpolyamides are used in particular as copolyamides. They are obtained after the known hydrolytic polymerization. In principle, the copolyamides can also be produced by transamidation of homopolyamides. However, since this process is not economically viable, this manufacturing method is less preferred.
  • Suitable copolyamides are all copolyamides which are in the melting range specified. This also includes copolyamides that contain oligomeric or polymeric fatty acids. However, these copolyamides are less preferred.
  • the temperature range for the copolyamide mixtures according to the invention is critical. It must be in the range described above for mixed components a) and b).
  • the solution viscosity ⁇ rel (measured in 0.5% cresol solution at 28 ° C) for the copolyamides a) is between 1.4 and 1.75, preferably between 1.45 and 1.70, for the copolyamides b) between 1 , 30 and 1.60, preferably between 1.35 and 1.50.
  • copolyamides of group a) The following may be mentioned as copolyamides of group a):
  • group b) copolyamides examples include:
  • the powdery mixtures can be produced by cold grinding the granulate mixtures and then classifying them. However, it is more advantageous to mix the already ground powders, in order to avoid clumping, mixing units are used which work without shearing and heating.
  • the grain size distribution of the powders is in the range customary for the powder point process, namely 60 to 200 ⁇ m, in particular 80 to 200 ⁇ m.
  • additives can be added to the powdery mixtures, e.g. Metal soaps such as Ca stearate, Zn stearate, optical brighteners or optionally stabilizing agents such as sterically hindered phenols.
  • the powders and powder mixtures listed in the table below with a grain size distribution of 60 to 200 ⁇ m were tested. They were applied to a commercially available interlining using a powder dot machine with an 11 mash grid with a coating weight of 18 ⁇ 2 g / m 2 . On an ironing press was glued at 140 ° C with a pressure of 350 p / cm 2 with a commercially available siliconized outer material. The bonded parts were washed 3 times at 60 ° C. with a commercially available mild detergent and 5 times with a conventional chemical cleaning agent. The separation strength was determined in accordance with DIN 54 310, the values being given in N / 5 cm.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polyamides (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Claims (5)

1. Mélange pulvérulent de copolyamides destiné à servir au thermosoudage de textiles selon le procédé par points de poudre, caractérisé par le fait qu'il contient, relativement au total des copolyamides :
a) De 95 à 40% en poids d'au moins une copolyamide ternaire ayant un point de fusion de 110 à 140 °C et une teneur en laurolactame, constituant fondamental, de 20 à 70 % en poids et
b) De 5 à 60 % en poids d'au moins une copolyamide ternaire ayant un point de fusion de 80 à 110°C et une teneur en laurolactame, ou en laurolactame et acide 11-amino-undécanoïque, comme constituant fondamental, de 25 à 70 % en poids.
2. Mélange pulvérulent de copolyamides selon la revendication 1, caractérisé par une teneur en copolyamides a) de 90 à 60% en poids et une teneur en copolyamides b) de 10 à 40% en poids, relativement au total des copolyamides.
3. Mélange pulvérulent de copolyamides selon les revendications 1 et 2, caractérisé par le fait que la copolyamide (a) contient de 25 à 60 % en poids du laurolactame, constituant fondamental, et que la copolyamide (b) contient de 30 à 70 % en poids de laurolactame, ou de laurolactame et d'acide 11-amino- undécanoîque comme constituant fondamental.
4. Mélange pulvérulent selon les revendications 1 à 3, caractérisé par le fait que les poudres ont une grosseur de grain de 60 à 200 µm.
5. Mélange pulvérulent selon les revendications 1 à 4, caractérisé par le fait que les poudres ont été préparées par le procédé de broyage à froid.
EP19800101396 1979-05-19 1980-03-17 Composition pulvérulente de polyamide utilisable pour le scellage à chaud de textiles selon un procédé de dépôts pulvérulents ponctuels Expired EP0020863B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2920416A DE2920416C2 (de) 1979-05-19 1979-05-19 Verwendung eines pulverförmigen Gemisches von Copolyamiden zum Heißsiegeln von Textilien nach dem Pulverpunktverfahren
DE2920416 1979-05-19

Publications (2)

Publication Number Publication Date
EP0020863A1 EP0020863A1 (fr) 1981-01-07
EP0020863B1 true EP0020863B1 (fr) 1982-04-07

Family

ID=6071246

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19800101396 Expired EP0020863B1 (fr) 1979-05-19 1980-03-17 Composition pulvérulente de polyamide utilisable pour le scellage à chaud de textiles selon un procédé de dépôts pulvérulents ponctuels

Country Status (14)

Country Link
US (1) US4487895A (fr)
EP (1) EP0020863B1 (fr)
JP (1) JPS6034998B2 (fr)
AU (1) AU527140B2 (fr)
BR (1) BR8003051A (fr)
CA (1) CA1150878A (fr)
CS (1) CS212208B2 (fr)
DE (1) DE2920416C2 (fr)
ES (1) ES491579A0 (fr)
HK (1) HK51882A (fr)
MX (1) MX154056A (fr)
PL (1) PL123712B1 (fr)
SU (1) SU993824A3 (fr)
ZA (1) ZA802955B (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3404701A1 (de) * 1984-02-10 1985-09-05 Degussa Ag, 6000 Frankfurt Versteifungsmaterialien, verfahren zu ihrer herstellung und ihre verwendung
DE3441708A1 (de) * 1984-11-15 1986-05-15 Hüls AG, 4370 Marl Verwendung von pulverfoermigen beschichtungsmitteln auf der basis von polyamiden mit durchschnittlich mindestens neun kohlenstoffatomen pro carbonamidgruppe
CH682617B5 (de) * 1989-02-20 1994-04-29 Atochem Werke Gmbh Copolyamide auf Basis von Caprolactam und Laurinlactam, Verfahren zu deren Herstellung und Verwendung derselben zum Heisssiegeln von Textilien.
DE3938880A1 (de) * 1989-11-24 1991-05-29 Huels Chemische Werke Ag Textile fixiereinlagen
DE4231693A1 (de) * 1992-09-22 1994-03-24 Iduso Gmbh Randarmierung z.B. für Glasgewebe
DE4318047C2 (de) * 1993-05-29 1995-09-14 Atochem Elf Deutschland Verwendung von Copolyamiden als Schmelzkleber zum Heißsiegeln
FR2835215B1 (fr) * 2002-01-29 2004-02-27 Atofina Structure multicouche a base de polyamides et d'un liant en melange de copolyamides
US20030165699A1 (en) * 2002-01-29 2003-09-04 Atofina Multilayer structure based on polyamides and on a tie layer made of a copolyamide blend
DE50302649D1 (de) * 2002-11-28 2006-05-11 Degussa Laser-Sinter-Pulver mit Metallseifen, Verfahren zu dessen Herstellung und Formkörper, hergestellt aus diesem Laser-Sinter-Pulver
EP2813548A4 (fr) * 2012-02-09 2015-04-15 Daicel Evonik Ltd Agent d'étanchéité en poudre et procédé d'étanchéité
FR3087775B1 (fr) * 2018-10-24 2022-12-02 Arkema France Poudres de copolyamide a basse temperature de fusion

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1253449C2 (de) * 1966-02-11 1977-12-22 Plate Bonn Gmbh, 5300 Bonn Verwendung von copolyamiden zum heissiegeln von textilien
DE1594233C3 (de) * 1966-10-10 1978-07-13 Plate Bonn Gmbh, 5300 Bonn Verwendung von Pulvern und Dispersionen von Copolyamiden zum Heißsiegeln von Textilien
NL134009C (fr) * 1967-08-14
DE1966919A1 (de) * 1969-08-05 1975-05-28 Veba Chemie Ag Verwendung von copolyamiden als schmelzkleber
BE752668A (fr) * 1970-06-29 1970-12-01 Aquitaine Total Organico Applications de produits adhesifs a base de copolyamides au collage de divers materiaux
GB1390604A (en) * 1971-02-26 1975-04-16 Bostik Ltd Copolyamide adhesives
DE2324160A1 (de) * 1973-05-12 1974-11-28 Plate Bonn Gmbh Copolyamide enthaltend caprolactam, laurinlactam und 11-aminoundecansaeure
DE2324159A1 (de) * 1973-05-12 1974-11-28 Plate Bonn Gmbh Copolyamide enthaltend caprolactam, laurinlactam und adipinsaures hexamethylendiamin
US3950297A (en) * 1973-05-12 1976-04-13 Plate Bonn Gesellschaft Mit Beschrankter Haftung Copolyamides containing caprolactam, lauriclactam and hexamethylene diamine adipate
US3933762A (en) * 1973-06-27 1976-01-20 Toray Industries, Inc. Hot melt adhesives from lactam copolyamides
JPS5143106B2 (fr) * 1973-07-12 1976-11-19
AR202656A1 (es) * 1973-07-31 1975-06-30 Inventa Ag Copoliamidas cuaternarias
DE2444560C2 (de) * 1974-09-18 1982-06-24 Robert Bosch Gmbh, 7000 Stuttgart Verwendung von Schmelzklebern für gegen Kraftstoff beständige Verklebungen
US4035436A (en) * 1974-11-12 1977-07-12 Toagosei Chemical Industry Co., Ltd. Adhesive compositions for metals
US4139613A (en) * 1975-07-23 1979-02-13 Kufner Textilwerke Kg Process for the patterned deposition of powdered thermoplastic adhesive materials on the outer surface of a surface form
GB1598823A (en) * 1977-02-18 1981-09-23 Unilever Emery Polyamides
JPS53104643A (en) * 1977-02-24 1978-09-12 Yoshida Kogyo Kk Polyamide composition for bonding fibers

Also Published As

Publication number Publication date
HK51882A (en) 1982-12-10
BR8003051A (pt) 1980-12-23
AU5846680A (en) 1980-11-27
DE2920416A1 (de) 1980-11-27
ES8100821A1 (es) 1980-12-16
DE2920416C2 (de) 1986-08-07
MX154056A (es) 1987-04-20
CA1150878A (fr) 1983-07-26
PL224315A1 (fr) 1981-02-13
US4487895A (en) 1984-12-11
JPS55155077A (en) 1980-12-03
CS212208B2 (en) 1982-03-26
AU527140B2 (en) 1983-02-17
JPS6034998B2 (ja) 1985-08-12
ZA802955B (en) 1981-06-24
EP0020863A1 (fr) 1981-01-07
ES491579A0 (es) 1980-12-16
PL123712B1 (en) 1982-11-30
SU993824A3 (ru) 1983-01-30

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